Search Cottages in Crestwood

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 22 Cottages in Crestwood with updated reviews, rates, and availability.

“The cottage” 2 bedrooms cozy and private home

9.6 out of 10, Exceptional, (7)
"Cozy and beautiful stay. It felt like home and has everything you need. Location is very close to all restaurants, attractions, and airports. The best part was our host. Nayeli was so amazing, and caring. We would highly recommend anyone to stay here during their time in Chicago!!!! "
“The cottage” 2 bedrooms cozy and private home

4 Mi to Lake Michigan: East Chicago Home w/ Grill

3.0 star property
4 Mi to Lake Michigan: East Chicago Home w/ Grill

Cozy Westmont Home: Walk to Metra Station!

3.0 star property
2.0 out of 10, (1)
"Very upset with the communication of this rental. I booked this rental for a weekend getaway with the family. I received an email a couple of days ahead of the booking reminding me of my trip and that I was all set. Then on check in day, I realized that I needed the check in information. I sent a message through the app to the renter. The response was "it may take a few days for the property to get back with you" so I called the number on the response. The operator then tried to look up my...
Cozy Westmont Home: Walk to Metra Station!

8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!

3.0 star property
8 Mi to Chicago: Oak Park Home w/ Fenced Backyard!

Classic Oak Park Home, 11 Mi to Downtown Chicago!

3.0 star property
Classic Oak Park Home, 11 Mi to Downtown Chicago!

Family-friendly Villa Park Home: 16 Mi to Chicago!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We recently had the pleasure of staying at this fantastic home with our large family, and I can't recommend it enough! From the moment we arrived, we were greeted by a clean and pleasant neighborhood that immediately put us at ease. The home itself was incredibly roomy, accommodating all of us comfortably. It was spotless and had a warm, welcoming atmosphere that made it feel like a home away from home. We appreciated the thoughtful touches that the owners provided, which added to our overall...
Family-friendly Villa Park Home: 16 Mi to Chicago!

Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!

3.0 star property
10.0 out of 10, Exceptional, (1)
"So cozy. Feels like staying in a guest house with the whole place to yourself! "
Oak Park Home w/ Fire Pit - 5 Mi to Garfield Park!

Inviting Home w/ Deck, 22 Mi to Indiana Dunes

3.0 star property
Inviting Home w/ Deck, 22 Mi to Indiana Dunes

Country Club Hills Home: Walk to Rec Center!

3.0 star property
Country Club Hills Home: Walk to Rec Center!

Spacious Family Glenwood Estates Home w/ Hot Tub!

3.0 star property
Spacious Family Glenwood Estates Home w/ Hot Tub!

Homewood Home ~ 1 Mi to Metra Station!

3.0 star property
Homewood Home ~ 1 Mi to Metra Station!

Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

3.0 star property
Home w/ Yard & Patio ~ 30 Mi to Downtown Chicago

Sauk Village Ranch Home w/ Yard + Fireplace!

3.0 star property
Sauk Village Ranch Home w/ Yard + Fireplace!

Crest Hill Home Near Golf ~ 3 Mi to Joliet!

3.0 star property
Crest Hill Home Near Golf ~ 3 Mi to Joliet!

13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace

3.0 star property
13 Mi to Dtwn Chicago: Maywood Home w/ Fireplace

The Winchester - Custom Home w Amazing Outdoors

3.5 star property
The Winchester - Custom Home w Amazing Outdoors

Renovated Griffith Family Home in Chicagoland Area

3.0 star property
Renovated Griffith Family Home in Chicagoland Area

Safe Spacious Mansion Indowntown

4.0 star property
Safe Spacious Mansion Indowntown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Crestwood
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Crestwood

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (695)
"Amazing and clean experience I highly recommend "
The price is SAR 475
SAR 668 total
includes taxes & fees
11 Mar - 12 Mar
Sentral Michigan Avenue

Sonder South Wabash

3.5 star property
9.0 out of 10, Wonderful, (447)
"A great stay! I’d definitely come back."
The price is SAR 356
SAR 418 total
includes taxes & fees
1 Apr - 2 Apr
Sonder South Wabash

Sonder The Burnham Apartments

3.5 star property
8.8 out of 10, Excellent, (145)
"⭐️⭐️⭐️⭐️⭐️ Had a fantastic stay at Sonder Chicago West Loop during my business trip! The location was perfect for meetings, and I loved having the extra space. The studio felt more like an apartment—super clean, spacious, and well-appointed with stylish decor. The kitchen was fully stocked and well-maintained, making the stay even more comfortable. The reception area was great for getting work done before check-in, and the luggage room lockers were a huge plus. The app-based entry system was...
The price is SAR 471
SAR 553 total
includes taxes & fees
1 Apr - 2 Apr
Sonder The Burnham Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.